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公开(公告)号：JP2001055385A
公开(公告)日：2001-02-27
申请号：JP23224199
申请日：1999-08-19
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D311/92 , C07D335/04 , C07D335/08
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound useful as a raw material for a new compound utilizing a naphthalene skeleton, a raw material for a monomer for a polyether, a polysulfide and a polythioester, and the like. SOLUTION: This new compound is represented by formula I (X is oxygen or sulfur; R is an alkyl, an aryl, an aralkyl or the like; Z is H, a halogen, an alkyl or the like), and exemplified by 6,7-bis[(methoxy)methyl]-2-oxa-2,3- dihydrophenalene. The compound of formula I is obtained by reacting a compound of formula II (Y is a halogen), [e.g. 1,4,5,8-tetrakis(bromomethyl) naphthalene] with a metal alkoxide such as sodium methoxide, or a metal thioalkoxide such as sodium methylthiomercaptide in an organic solvent such as methanol, preferably at a temperature from room temperature to about 100 deg.C, usually for 10-30 hr.
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公开(公告)号：JP2000247924A
公开(公告)日：2000-09-12
申请号：JP4562299
申请日：1999-02-24
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D307/46 , B01J27/122 , C07B61/00 , C07C45/64 , C07C49/175 , C07C49/255 , C07C49/35 , C07C49/84
Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as a reaction material for simply synthesizing a functional substance without a problem of environmental pollution, etc., by reacting methyl sulfinylmethyl ketone with a hydroxy compound in the presence of a specific catalyst. SOLUTION: (A) A methyl sulfinylmethyl ketone of formula I (R1 is an aliphatic group, an aromatic group or a heterocyclic group) is reacted with (B) a hydroxy compound of formula II (R2 is as shown for R1) in the presence of (C) a copper salt to give (D) an oxo compound of formula III. Anhydrous cupric chloride, cupric chloride dihydrate, etc., can be used as the component C. The amount of the component C used is preferably 0.2-0.5 based on 1 of the component A. The reaction is carried out by adding the component C together with the component A and the component B and stirring under heating. The reaction temperature is preferably 40-120 deg.C. The reaction is preferably performed in a solvent.
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公开(公告)号：JPH02204469A
公开(公告)日：1990-08-14
申请号：JP2440789
申请日：1989-02-02
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
Abstract: NEW MATERIAL:1,8-Bis(2-hydroxyethyl)naphthalene of formula I and a 1,8-bis(2- hydroxyethyl)naphthalene derivative of formula II (R is acyl). USE:A monomer for polyesters or polyethers, or a raw material for preparing surfactants. PREPARATION:1,8-Divinylnaphthalene of formula III is treated with bis-(3 methyl-2-butyl)borane to provide the 1,8-bis(2-hydroxyethyl)naphthalene. The compound is treated with an esterifying agent to provide the 1,8-bis(2- hydroxyethyl)naphthalene derivative of formula II.
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公开(公告)号：JPH02196732A
公开(公告)日：1990-08-03
申请号：JP1467489
申请日：1989-01-24
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
Abstract: PURPOSE:To produce the subject compound in a simple process process and in a good yield by reducing a 1,4,5,8-tetrakis(halogenomethyl)naphthalene prepared from commercially available naphthalene-1,4,5,8-tetracarboxylic acid with a reducing agent. CONSTITUTION:An 1,4,5,8-tetrakis(halogenomethyl)naphthalene of formula I (X is halogen) is reduced with a reducing agent (e.g. sodium borohydride) to provide 1,4,5,8-tetramethylnaphthalene of formula II. The compound of formula I is prepared by esterifying naphthalene-1,4,5,8-tetracarboxylic acid of formula 2, reducing the esterified compound of formula 3 and subsequently treating the reduced compound of formula 4 with a halogenating agent to form halogenomethyl groups. The method enables to produce the compound of formula II in a high yield and a large amount. The compound of formula II is useful as the sample of a highly strained compound, a raw material for various polycyclic aromatic compounds, a raw material for developing new heat-storing materials, etc.
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公开(公告)号：JPH02184688A
公开(公告)日：1990-07-19
申请号：JP148889
申请日：1989-01-07
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , GAMA YASUO , WASADA NOBUHIDE
IPC: C07D493/06 , C07D495/06 , C08G65/14 , C08G75/14
Abstract: NEW MATERIAL:A compound expressed by formula I (X represents S or O). EXAMPLE:2,7-Dithia-1,2,3,6,7,8-hexahydropyrene. USE:A raw material for producing a new skeletal compound and a raw material for a monomer of polysulfides and polyethers. PREPARATION:A 1,4,5,8-tetrakis(halogenomethyl)naphthalene expressed by formula II, together with an organic solvent such as an alcohol or ethers, is added to an aqueous solution of sodium sulfide and the resultant mixture is heat- treated to afford a compound expressed by formula I wherein the group X is S.
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Patent Agency Ranking
公开(公告)号：JP2001048842A
公开(公告)日：2001-02-20
申请号：JP22630599
申请日：1999-08-10
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D307/46 , B01J27/122 , C07B61/00 , C07C67/00 , C07C67/31 , C07C69/716 , C07C69/738
Abstract: PROBLEM TO BE SOLVED: To obtain the subject new compound having a ketone group and an ester group, and useful as a reaction raw material, etc. for synthesizing various functional materials such as a chiral host compound, etc. SOLUTION: This oxo ester compound is s compound of formula I (R1, R2 are each an aliphatic, aromatic or heterocyclic group). The compound of the formula I is obtained by reacting (A) a lower alkylsulfinyl methyl ketone of formula II (R4 is a lower alkyl) or (B) a lower alkylthioacetal compound of formula III (R3 is H, or an aliphatic, aromatic or heterocyclic group) with (C) a hydroxyl compound of the formula: R2OH (e.g. methanol, t-butanol) in the presence of (D) a copper salt, preferably anhydrous cupric chloride, cupric bromide, copper sulfate, etc., in an organic solvent (e.g. acetonitrile, acetone) at 50-120 deg.C. In the above reaction, it is preferable to set 1-8 in the amount of the component D and 1-7 of the component C based on 1 using amount of the component A or B in molar ratio.
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公开(公告)号：JP2000281675A
公开(公告)日：2000-10-10
申请号：JP8728199
申请日：1999-03-29
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
IPC: C07D339/00
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound useful as the production raw material of a new polymer such as a polyether, polyester, etc., and the production raw material of a heavy metal-capturing agent, a surfactant, etc. SOLUTION: This compound is 2,15-dithia[4.4](1,8)naphthalenophane of formula I. The compound of the formula I is obtained by reacting (A) a compound of formula II (X is a halogen or solfonyloxy) [e.g.; 1,8-bis(2-bromoethyl) naphthalene] with (B) 1,8-bis(mercaptomethyl)naphthalene in preferably (1:1.05)-(1:1.1) molar ratio in the presence of (C) 1.3-1.7 equivalent ratio alkaline catalyst such as potassium hydroxide based on the component A preferably at a temp. of 10-30 deg.C. The above reaction is performed by mixing a solution obtained by dissolving the components A and B in an organic solvent such as benzene, with an alcoholic solution such as ethanol containing the component C.
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公开(公告)号：JPH01153655A
公开(公告)日：1989-06-15
申请号：JP31302687
申请日：1987-12-10
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , ISHIGAMI YUTAKA , WASADA NOBUHIDE
Abstract: NEW MATERIAL:2-n-Octyl-3-hydroxy-n-dodecanoic acid expressed by formula I (-OR is hydroxyl or alcoholic residue) or an ester thereof. EXAMPLE:Methyl syn-2-n-octyl-3-hydroxy-n-dodecanoate. USE:An immonupotentiator having powerful cell activating action with weak toxicity and raw material for biodegradable surfactants having well balanced lipophilicity and hydrophilicity. PREPARATION:A decanoic acid ester is subjected to thermal condensation reaction to provide a 2-n-octyl-3-oxo-n-dodecanoic acid ester expressed by formula II. The ketone group of the resultant compound is then reduced to afford a 2-n-octyl-3-hydroxy-n-dodecanoic acid ester expressed by formula III, which is then hydrolyzed and, as desired, subsequently esterified to provide the aimed compound expressed by formula I.
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公开(公告)号：JPH01149751A
公开(公告)日：1989-06-12
申请号：JP31026887
申请日：1987-12-08
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , ISHIGAMI YUTAKA , WASADA NOBUHIDE
Abstract: NEW MATERIAL:A compound shown by formula I (OR is hydroxyl or alcohol residue). USE:An immunoactivator having weak toxicity and strongly activating action on cell. Since the compound has two chain aliphatic groups, the compound is useful as a raw material for biodegradable surfactant having balanced hydrophilic and lipophilic nature. PREPARATION:The ketone group of a 2-n-hexyl-3-oxo-n-decanoic acid ester shown by formula II is reduced to give a 2-n-hexyl-3-hydroxy-n-decanoic acid ester shown by formula 1. Then this ester is treated with an alkali and the ester group is hydrolyzed to give 2-n-hexyl-3-hydroxy-n-decanoic acid. The compound shown by formula II is obtained by condensing an octanoic acid ester in xylene in the presence of sodium hydride under heating.
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公开(公告)号：JP2001072625A
公开(公告)日：2001-03-21
申请号：JP25092999
申请日：1999-09-03
Applicant: AGENCY IND SCIENCE TECHN
Inventor： KAMATA TOSHIHIRO , WASADA NOBUHIDE
Abstract: PROBLEM TO BE SOLVED: To obtain a new dihalogeno compound not only usable as a raw material for producing a compound with a new skeleton but also a raw material for a monomer for producing a polyester, a polyether or the like and further as a raw material for producing a new host compound for molecular recognition. SOLUTION: This new compound is represented by formula I (X is a halogen; R is H, an alkyl, a cycloalkyl, an aryl, a heterocycle, an alkoxy, an aryloxy, sulfonyl, nitro, carboxyl or the like). The compound of formula I is obtained, for example, by reacting a tetramethylnaphthalene derivative of formula II with a halogenation reagent (e.g. N-halogenosuccinimide, concretely N- bromosuccinimide, N-iodosuccinimide or the like) preferably in an organic solvent normally at 25-90 deg.C, preferably 50-80 deg.C for about 2-7 hr.
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